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Solvent-Free Alcoholysis of Tripalmitin to Produce 2-Monoglyceride as Precursor for 1, 3-Oleoyl-2-Palmitoylglycerol

  • Changsheng Liu
  • Jiaojiao Tian
  • Renwei Zhang
  • Juntao Xu
  • Kaili Nie
  • Li DengEmail author
  • Fang Wang
Article
  • 24 Downloads

Abstract

2-monoglyceride (2-MAG) was essential to produce high purity of 1, 3-Oleoyl-2-palmitoylglycerol (OPO), an important infant formula additive. Traditional synthesis of 2-MAG requires chemical solvent to solve the high melting point substrate, yielding the risk of solvent residue in OPO. This paper developed a solvent-free synthesis route of 2-MAG by alcoholysis of high melting point tripalmitin (PPP). Ethyl palmitate (EP), one of the reaction byproducts, was added in the beginning of alcoholysis process to promote the solubleness of high melting point PPP, avoiding the addition of toxic chemical solvent. The product of alcoholysis was separated by two-step molecular distillations. Separated DAG was used to produce 2-MAG and the final conversion of 2-MAG reached about 85.90%, with the purity of 92.36%. 2-MAG was trans-esterified to OPO with ethyl oleate, and the yield of OPO was up to 85.06% with 80.17% palmitic acid located on sn-2 position. The solvent-free synthesis route avoids the usage of hazardous chemical solvents, providing safer infant formula additive.

Keywords

Candida sp. 99-125 Alcoholysis 2-monoglyceride Monopalmitin Solvent-free synthesis 1, 3-Oleoyl-2-palmitoylglycerol 

Notes

Funding Information

This research was financially supported by the National Key R&D Program of China (No. 2017YFD0400603), the Innovation Fund for Technology Based Firms (No. 14C26213511838), and the National Key Research Development Program (No. 2016YFD0400601).

Compliance with Ethical Standards

Conflict of Interest

The authors declare that they have no conflicts of interest.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Changsheng Liu
    • 1
    • 2
  • Jiaojiao Tian
    • 1
  • Renwei Zhang
    • 1
  • Juntao Xu
    • 1
  • Kaili Nie
    • 1
  • Li Deng
    • 1
    • 2
    Email author
  • Fang Wang
    • 1
  1. 1.Beijing Bioprocess Key Laboratory and State Key Laboratory of Chemical Resource Engineering, College of Life Science and TechnologyBeijing University of Chemical TechnologyBeijingPeople’s Republic of China
  2. 2.Amoy-BUCT Industrial Bio-technovation InstituteBeijing University of Chemical TechnologyAmoyChina

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